Gold catalyzed [3+2] cycloaddition of N-allenyl amides with azomethine imines.

Wen Zhou, Xiao-Xiao Li, Guo-Hua Li, Yun Wu, Zili Chen

Department of Chemistry, Renmin University of China, Beijing 100872, China.

Chemical communications (Cambridge, England) 2013 May 4

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Gold(I) catalyzed [3+2] cycloaddition of azomethine imines with N-allenyl amides was developed to provide two types of pyrazolyl based bicyclic heterocycles. Both pyrazolidin-3-one derived and dihydroisoquinoline derived azomethine imines reacted smoothly with N-allenyl amides to give 6-methylene bipyrazolidin-1-ones and 1-methylene hexahydropyrazolo[5,1-a] isoquinolines in moderate to good yields.

Citation

Wen Zhou, Xiao-Xiao Li, Guo-Hua Li, Yun Wu, Zili Chen. Gold catalyzed [3+2] cycloaddition of N-allenyl amides with azomethine imines. Chemical communications (Cambridge, England). 2013 May 4;49(34):3552-4